90–105 Minute Sailing Experiences with Cocktail on the Clipper City Schooner – Skyline Views, Cocktails & More
Highlights 90–105 minute sailing experiences aboard New York’s largest passenger sailboat Close-up views of iconic sites — Statue of Liberty, Ellis Island, Governors Island, and the Manhattan skyline Welcome cocktail included; additional drinks and snacks available for purchase onboard Pick your sail from Daytime, Golden Hour, Sunset Jazz with live music, or City Lights evening sails Perfect for gifting — an unforgettable New York experience for locals and visitors alike What To Expect Sail into New York Harbor aboard the 158-foot Clipper City , an iconic twin-masted schooner that blends history, adventure, and unbeatable skyline views. Depending on the option you choose, you’ll glide past world-famous landmarks in daylight, golden-hour glow, sunset backed by live jazz, or under the twinkling lights of the city at night. Experience Clipper City Each sail begins with a welcome cocktail to set the mood, with a full bar and snacks available throughout the journey. Whether you’re capturing photos of Lady Liberty, swaying to live jazz melodies, or simply soaking in the sights and sounds of the harbor, every moment aboard is designed to be unforgettable. With spacious decks and sweeping views, Clipper City offers a sailing adventure unlike any other in New York. Plan Your Visit Planning Stage Temperatures on the water are typically about 10 degrees cooler than on land—dressing in light, layered clothing is recommended for comfort throughout your sail. Tour Schedule Daytime Sail 2:30pm: 6/01/2026 - 8/09/2026 | 2:15pm: 8/10/2026 - 8/23/2026 | 1:30pm: 8/24/2026 - 9/13/2026 | 1:15pm: 9/14/2026 - 9/27/2026 | 2:30pm: 10/19/2026 - 10/31/2026 | 5:15pm: 5/01/2026 - 8/09/2026 | 4:30pm: 8/10/2026 - 8/23/2026 | 4:15pm: 8/24/2026 - 9/13/2026 | 3:30pm: 9/14/2026 - 9/27/2026 | 3:15pm: 9/28/2026 - 10/18/2026 Afternoon Golden Hour Sail 5:15pm: 5/01/2026 - 8/09/2026 | 4:30pm: 8/10/2026 - 8/23/2026 | 4:15pm: 8/24/2026 - 9/13/2026 | 3:30pm: 9/14/2026 - 9/27/2026 | 3:15pm: 9/28/2026 - 10/18/2026 | 2:30pm: 10/19/2026 - 10/31/2026 Sunset Jazz Sail - Bookable 2 weeks ahead of time 7:30pm: 5/01/2026 - 8/09/2026 | 7pm: 8/10/2026 - 8/23/2026 | 6:30pm: 8/24/2026 - 9/13/2026 | 6:00pm: 9/14/2026 - 9/27/2026 | 5:30pm: 9/28/2026 - 10/18/2026 | 5:00pm: 10/19/2026 - 10/31/2026 City Lights Night Sail 10pm: 5/01/2026 - 8/09/2026 | 9:30pm: 8/10/2026 - 8/23/2026 | 9pm: 8/24/2026 - 9/13/2026 | 8:30pm: 9/14/2026 - 9/27/2026 | 8pm: 9/28/2026 - 10/18/2026 | 7:30pm: 10/19/2026 - 10/31/2026 Key Stops Include Statue of Liberty, Ellis Island, Governors Island, Manhattan Skyline and more. Accessibility Clipper City offers 80% wheelchair access with crew assistance and onboard support. Guests are encouraged to reach out for personalized arrangements. Important Tip — The Seaport is a 15–20 minute walk from Fulton Street—plan ahead to arrive 30 minutes before your sail. Ticket Options Clipper City Daytime Sail Step aboard the majestic Clipper City and feel the city fade into the background as the wind fills the sails. Glide through New York Harbor in style, with the Brooklyn Bridge, Statue of Liberty, Ellis Island, and the glittering Manhattan skyline unfolding around you like a living postcard. With a full bar offering beer, wine, and handcrafted cocktails, plus light snacks available for purchase, every detail is designed to elevate your time on the water. Whether you’re snapping unforgettable photos, sharing a laugh with friends, or simply leaning back to watch the sunlight dance on the water, this sail is your front-row seat to the city’s most breathtaking views—no rush, no crowds, just pure New York magic. Duration: 90 Minutes Afternoon Golden Hour Cocktail Sail As the sun dips low, the harbor glows in golden light—perfect for capturing stunning photos you’ll treasure forever. Sip your complimentary cocktail and see New York in its best light—serene, unhurried, and unforgettable aboard the city’s largest Tall Ship. Start your journey at the base of the Brooklyn Bridge gliding past the Statue of Liberty, Ellis Island, and Governors Island as the sky shifts from day to amber glow, each view more breathtaking than the last. Hailed as “possibly the nicest cocktail bar in NYC” by Downtown Magazine, enjoy cocktails, and light bites available for purchase as the gentle sway of the harbor sets the mood. Duration: 90 Minutes Sunset Jazz Sail New Yorkers know there’s no better way to see the city than from the water. Sail toward the sun dipping behind the Statue of Liberty and return with the skyline glittering before you—a view that never gets old, no matter how many times you’ve seen it. Glide past Ellis Island, Governors Island, and the city’s iconic bridges as the harbor shifts from golden hour to night lights. On board the 158-foot Clipper City, the vibe is part hidden gem, part neighborhood haunt—hailed by Downtown Magazine as “possibly the nicest cocktail bar in NYC”, only with sails overhead and the skyline as your backdrop. A rotating lineup of live jazz adds just the right ambiance—never overpowering, always in step with the rhythm of the harbor. Sip on handcrafted cocktails or your favorite drink from the full bar, pair it with light snacks, and let the evening unfold. This isn’t your typical tourist cruise—it’s a chance to reclaim the harbor, to see your city in its best light, and to enjoy a night that feels authentically New York: sophisticated, relaxed, and unforgettable. Duration: 105 Minutes City Lights Night Sail Step aboard Clipper City, New York’s largest passenger sailboat, for an evening sail beneath the glittering skyline. Watch the city transform into a dazzling panorama of lights, with the Brooklyn Bridge, Statue of Liberty, Ellis Island, and the Manhattan skyline shining against the night sky. Perfect for a romantic night or a lively gathering, this sail pairs the city’s shimmering lights with an unforgettable atmosphere. Hailed as “possibly the nicest cocktail bar in NYC” by Downtown Magazine, enjoy cocktails, and light bites available for purchase as the gentle sway of the harbor sets the mood. Includes a welcome cocktail. Photo ID required. Duration: 90 Minutes How It Works 1 Grab the Deal Buy your Groupon first! 2 Plan your Visit Follow the link on your Groupon to select the date. 3 Redeem your Mobile Ticket Enter your Groupon code at checkout. 4 Enjoy the Experience! Enjoy your sailing adventure! FAQs How long is the Clipper City sailing experience? + Depending on the option, sails last 90 to 105 minutes, giving you plenty of time to relax and take in the views. What landmarks will I see on the Clipper City sail? + Guests enjoy close-up views of the Statue of Liberty, Ellis Island, Governors Island, and panoramic sights of the Manhattan skyline. Is food or drinks allowed? + Each sail includes a welcome cocktail. Additional drinks and snacks are available for purchase at the onboard full bar. Is the Clipper City suitable for groups? + Yes, the spacious deck can host up to 144 passengers, making it a perfect choice for groups, celebrations, or family outings.
Options
Fine print
Online reservation required. Merchant contact information will be available to you after purchase in My Stuff. Please note that a 5% gratuity will be applied at checkout. Food and beverage tax will be applied at checkout, where applicable. From the booking page, you may add additional passengers, children, or items for an extra cost. Each Groupon is valid for one person. Multiple Groupons may be purchased to accommodate your group size. Sales tax is not included and will be collected at the time of booking. Must provide a valid 21+ ID to receive alcoholic beverages. Offer is subject to weather conditions. Alcohol cannot be discounted more than 50%. All sales final.